1.0 2016-09-30 23:03:55 UTC 2020-05-11 22:30:18 UTC BMDB0003355 BMDB03355 5-Aminopentanoic acid 5-Aminopentanoic acid, also known as 5-aminopentanoate or 5-aminovaleric acid, belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom. 5-Aminopentanoic acid exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. 5-Aminopentanoic acid exists in all living organisms, ranging from bacteria to humans. 5-Amino-N-valeric acid 5-Aminopentanoate 5-Aminovaleric acid DANVA delta-Amino-N-valeric acid delta-Aminovaleric acid 5-Amino-N-valerate 5-Aminovalerate delta-Amino-N-valerate Δ-amino-N-valerate Δ-amino-N-valeric acid delta-Aminovalerate Δ-aminovalerate Δ-aminovaleric acid 5-Aminovaleric acid hydrochloride 5-Aminopentanoic acid 5-Amino-pentanoate C5H11NO2 117.1463 117.078978601 5-aminopentanoic acid 5-aminovaleric acid 660-88-8 NCCCCC(O)=O InChI=1S/C5H11NO2/c6-4-2-1-3-5(7)8/h1-4,6H2,(H,7,8) JJMDCOVWQOJGCB-UHFFFAOYSA-N belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Delta amino acids and derivatives Amino acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Straight chain fatty acids Aliphatic acyclic compound Amine Amino acid Carbonyl group Carboxylic acid Delta amino acid or derivatives Fatty acid Fatty acyl Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Straight chain fatty acid Aliphatic acyclic compounds Amino fatty acids Amino fatty acids delta-amino acid omega-amino fatty acid Solid melting_point 157.5 °C water_solubility 1000 mg/mL at 20 °C logp -2.63 HANSCH,C ET AL. (1995) logp -2.75 ALOGPS logs 0.24 ALOGPS logp -2.4 ChemAxon pka_strongest_acidic 4.65 ChemAxon pka_strongest_basic 10.21 ChemAxon iupac 5-aminopentanoic acid ChemAxon average_mass 117.1463 ChemAxon mono_mass 117.078978601 ChemAxon smiles NCCCCC(O)=O ChemAxon formula C5H11NO2 ChemAxon inchi InChI=1S/C5H11NO2/c6-4-2-1-3-5(7)8/h1-4,6H2,(H,7,8) ChemAxon inchikey JJMDCOVWQOJGCB-UHFFFAOYSA-N ChemAxon polar_surface_area 63.32 ChemAxon refractivity 30.06 ChemAxon polarizability 12.65 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrTwoD 1889 Specdb::MsMs 2262 Specdb::MsMs 2263 Specdb::MsMs 2264 Specdb::MsMs 5910 Specdb::MsMs 5911 Specdb::MsMs 5912 Specdb::MsMs 5913 Specdb::MsMs 5914 Specdb::MsMs 5915 Specdb::MsMs 5916 Specdb::MsMs 5917 Specdb::MsMs 5919 Specdb::MsMs 5920 Specdb::MsMs 289990 Specdb::MsMs 289991 Specdb::MsMs 289992 Specdb::MsMs 329581 Specdb::MsMs 329582 Specdb::MsMs 329583 Specdb::MsMs 437241 Specdb::MsMs 437242 Specdb::MsMs 437243 Specdb::MsMs 439200 Specdb::MsMs 445711 Specdb::MsMs 445712 Specdb::MsIr 1942 Specdb::MsIr 1943 Specdb::MsIr 1944 Specdb::CMs 842 Specdb::CMs 1307 Specdb::CMs 10896 Specdb::CMs 29922 Specdb::CMs 30082 Specdb::CMs 30459 Specdb::CMs 31455 Specdb::CMs 32067 Specdb::CMs 32068 Specdb::CMs 32069 Specdb::CMs 38582 Specdb::CMs 134098 Specdb::CMs 141832 Specdb::NmrOneD 1956 Specdb::NmrOneD 135750 Specdb::NmrOneD 135751 Specdb::NmrOneD 135752 Specdb::NmrOneD 135753 Specdb::NmrOneD 135754 Specdb::NmrOneD 135755 Specdb::NmrOneD 135756 Specdb::NmrOneD 135757 Specdb::NmrOneD 135758 Specdb::NmrOneD 135759 Specdb::NmrOneD 135760 Specdb::NmrOneD 135761 Specdb::NmrOneD 135762 Specdb::NmrOneD 135763 Specdb::NmrOneD 135764 Specdb::NmrOneD 135765 Specdb::NmrOneD 135766 Specdb::NmrOneD 135767 Specdb::NmrOneD 135768 Specdb::NmrOneD 135769 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Milk Raw milk, by GC-TOF/MS Sun HZ, Shi K, Wu XH, Xue MY, Wei ZH, Liu JX, Liu HY: Lactation-related metabolic mechanism investigated based on mammary gland metabolomics and 4 biofluids' metabolomics relationships in dairy cows. BMC Genomics. 2017 Dec 2;18(1):936. doi: 10.1186/s12864-017-4314-1. 29197344 Milk Commercial whole milk with 3.25% fat Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809 Milk Commercial milk, by CIL LC-MS Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 Ruminal Fluid Samples collected from 16 multiparous Holstein cows Sun HZ, Wang DM, Wang B, Wang JK, Liu HY, Guan le L, Liu JX: Metabolomics of four biofluids from dairy cows: potential biomarkers for milk production and quality. J Proteome Res. 2015 Feb 6;14(2):1287-98. doi: 10.1021/pr501305g. Epub 2015 Jan 28. 25599412 C00431 FDB023151 135 138 C00052162 15887 5-AMINOPENTANOATE 6902 Allan, Robin D.; Dickenson, Helena W.; Johnston, Graham A. R.; Kazlauskas, Rymantas; Tran, Hue W. Synthesis of analogs of GABA. XIV. Synthesis and activity of unsaturated derivatives of 5-aminopentanoic acid (d-aminovaleric acid). Australian Journal of Chemistry (1985), 38(11), 1651-6. Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 Sun HZ, Shi K, Wu XH, Xue MY, Wei ZH, Liu JX, Liu HY: Lactation-related metabolic mechanism investigated based on mammary gland metabolomics and 4 biofluids' metabolomics relationships in dairy cows. BMC Genomics. 2017 Dec 2;18(1):936. doi: 10.1186/s12864-017-4314-1. 29197344 Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809